First Round's on Me

Over the last year, everything changed.Joe and Hannah became parents, welcomed their son Leo into the world, rebuilt businesses, launched new ventures, opened a physical space in New York City, and navigated one of the most challenging seasons of their lives.In this deeply personal episode, they reflect on parenthood, marriage, ambition, gratitude, family, sacrifice, and what it really takes to build a life you're proud of while ra...

We’re living through one of the strangest contradictions in human history: we’ve never had more ways to connect, yet people have never felt more alone.In this episode, we break down “The Loneliness Economy” — the systems, apps, corporations, habits, and cultural shifts quietly profiting from isolation, convenience, doomscrolling, and digital dependency.From social media addiction and influencer culture...

What happens when you sit down with a pastor and ask every difficult question you’ve been afraid to say out loud?In this episode, we’re joined by Pastor Ryan Schlachter of Legacy Church in NYC for one of the deepest conversations we’ve ever had on the podcast. We talk about faith, science, suffering, morality, heaven, relationships, sex before marriage, evolution, free will, and what it actually means to believe i...

Actor and former professional basketball player Everett Osborne joins First Round’s On Me for a powerful conversation about reinvention, identity, faith, failure, and the courage it takes to start over. Everett opens up about walking away from basketball, stepping into acting, starring as Sweetwater Clifton, and learning how to trust the process when life forces you into a new chapter.Joe, Hannah, and Everett also dive into p...

When was the last time you actually saw your friends… not texted them?In this episode of First Round’s On Me, we break down why making plans feels harder than ever—and why your social life might be slipping without you even realizing it.We talk about:Decision fatigue and why you’re always “too tired”Why people cancel plans more than everHow technology is replacing real connectionWhy friendships ...

In this episode of First Round’s On Me, we dive into one of the most honest conversations about motherhood, ambition, and identity.Laura Alcantara Landsburg shares her journey of losing herself for 15 years in marriage and motherhood—and how she rebuilt her life through art, creativity, and emotional release.We talk about:The guilt of wanting more than motherhoodLosing your identity in relationshipsBurnout in corporate ...

Kyle and Maggie Fraser join the show to talk about winning Survivor, saying yes to uncomfortable opportunities, and building a marriage through pressure, change, and big life decisions.Kyle shares what it was like winning $1 million on Survivor, how the experience affected their relationship, and why saying yes to things that scare you can completely change your life. We also talk about friendships, moving to New York, career risks...

In this episode of First Round’s On Me, it’s just Joe and Hannah — diving into friendships, vulnerability, spontaneity, and why saying “yes” might be the most powerful habit you can build in New York City.

They talk about male friendships and why affection and vulnerability can feel taboo for men — and how that shifts as you grow older. What makes a friendship real? How do relationships evolve whe...

In this episode of First Round’s On Me, we sit down with Davia Esther — writer, former Miss South Carolina, and fan-favorite from The Bachelor and Bachelor in Paradise.This conversation is raw, reflective, and deeply human.Davia opens up about grief, losing her mother at a young age, and the complicated reality of carrying loss into adulthood. We talk about independence — when it’s empowering, when it become...

In this episode of First Round’s On Me, we sit down with Megan Boni — comedian, viral creator, and the woman behind one of the internet’s most iconic moments: “I’m looking for a man in finance…”Megan opens up about what virality actually feels like, the weirdness of being recognized in real life, and how parasocial love differs from real support and friendship. We talk about creativity spa...

In this episode of First Round’s On Me, we sit down with Jade Shenker — celebrity power broker, luxury real estate expert, and breakout star of Netflix’s Owning Manhattan.Jade opens up about navigating a male-dominated industry, building trust in high-stakes real estate, and what reality TV gets right (and wrong) about luxury life in New York City. We talk about how editing shapes perception, the difference betwee...

In this episode of First Round’s On Me, we sit down with Lindsey Simcik — writer, mother, wife, and co-host of the global podcast phenomenon Almost 30 — for a powerful conversation about the “in-between seasons” of life: the moments where you don’t feel like yourself anymore, but you’re not quite sure who you’re becoming next.Lindsey opens up about building Almost 30 from a closet flo...

In this episode of First Round’s On Me, we’re joined by Kalissa Persaud — actor, model, and creator — for a wide-ranging conversation about art, identity, confidence, and what it really means to build a creative career in the age of algorithms.

We talk about acting vs. content creation, why follower count is quietly reshaping opportunity, and how micro-influencers are becoming more trusted than celebrities. K...

In this episode of First Round’s On Me, Joey and Hannah pull back the curtain on why FROME evolved from a dating app into a social app — and what problem it’s actually trying to solve.They unpack the tension between technology and genuine human connection, the confusion users have felt around too many features, and why the simplest explanation is often the most powerful. From explaining the app in a single sentenc...

In this episode of First Round’s On Me, we sit down with Jenny Gorelick — comedian, writer, and two-time Emmy-nominated producer — for a conversation that blends comedy, dating, fear, and emotional honesty in a way only a comic can.Jenny opens up about what’s actually changed for women in comedy (and what hasn’t), how she creates a sense of belonging in New York rooms, and why comedy is one of the hard...

In this special holiday episode of First Round’s On Me, Joey and Hannah talk about the side of the holidays that rarely makes it into movies or Instagram posts — the heaviness, the distance, the awkward questions, and the quiet loneliness so many people feel this time of year.They open up about fractured family dynamics, spending Christmas alone, navigating intrusive questions about marriage and children, and the grief ...

In this episode of First Round’s On Me, Hannah sits down with Lily Stewart — creator, style muse, “walking Pinterest board,” and one half of the internet’s most wholesome roommate duo.From NYC nightlife to the Soft Girl era, performative vulnerability, modern dating dynamics, and the chaos of Gen Alpha memes, this conversation is funny, warm, and surprisingly introspective. Lily opens up about friendsh...

In this deeply honest episode of First Round’s On Me, Joey and Hannah unpack something almost every couple experiences — but very few talk about out loud: the six stages of marriage.From the fantasy phase to the frustration phase, from questioning everything to choosing each other again, this conversation is raw, vulnerable, and full of real-life moments that every long-term couple will recognize.They dive into postpart...

In this episode of First Round’s On Me, Hannah sits down one-on-one with Tracy Sokat — dancer, content creator, founding trainer at Housework, and co-host of Fit Happens — for a deep, vulnerable conversation about fitness, confidence, body image, GLP-1 culture, and what it actually means to feel good in your skin.Tracy opens up about her journey from dance to teaching, the power of movement as community, and why f...